methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[5-(acetyloxy)-3-[4-(acetyloxy)phenyl]-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 166775
• Molecular Formular: C32H30O16
• Molecular Mass: 670.571
• Monoisotopic Mass: 670.15338488
• SMILES: c1(O[C@@H]2O[C@H]([C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)cc(c2c(c1)occ(c2=O)c1ccc(cc1)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2cc(OC(=O)C)c3c(c2)occ(c3=O)c2ccc(cc2)OC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H30O16/c1-14(33)42-20-9-7-19(8-10-20)22-13-41-23-11-21(12-24(43-15(2)34)25(23)26(22)38)47-32-30(46-18(5)37)28(45-17(4)36)27(44-16(3)35)29(48-32)31(39)40-6/h7-13,27-30,32H,1-6H3/t27-,28-,29-,30+,32+/m0/s1
• InChIKey: SPWUTVAQEVERCJ-SIKAAIQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[5-(acetyloxy)-3-[4-(acetyloxy)phenyl]-4-oxo-4H-chromen-7-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[5-(acetyloxy)-3-[4-(acetyloxy)phenyl]-4-oxochromen-7-yl]oxy}oxane-2-carboxylate
• Synonyms: N-Acetyl Glucosamine 4-Acetate; (N,4-O)-Diacetyl-D-Glucosamine; 2-(Acetylamino)-2-deoxy-D-glucose 4-Acetate; D-Glucosamine (N,4-O)-Diacetate

Database IDs

• PubChem SID: 162260908
• PubChem CID: 25156918

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 1.7700018
• LogD (pH = 7.4): 1.7700018
• Log P: 1.7700018
• Molar Refractivity: 154.2213 cm^3
• Polarizability: 62.14666 Å^3
• Polar Surface Area: 202.56 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D330500

A diacetylated analogue of D-Glucosamine (G514950).